(DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate

Base Information

• Chemical Name: (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate
• CAS No.: 1259930-90-9
• Molecular Formula: C₂₆H₂₇FeN₃O₂
• Molecular Weight: 469.366

Synonyms:(DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate

Chemical Property of (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate

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Technology Process of (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate

There total 2 articles about (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

1-phenyl-3-ferrocenyl-1H-pyrazole-4-carbaldehyde (918342-45-7) + methyl pyrrolidine-2-carboxylate hydrochloride (2133-40-6,65365-28-8,79397-50-5) → (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate (1259930-90-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; triethylamine; In 1,2-dichloro-ethane; for 1h; Reflux;

DOI:10.1007/s11172-017-1711-1

Reference yield: 80.0%

1-phenyl-3-ferrocenyl-1H-pyrazole-4-carbaldehyde (918342-45-7) + C6H11NO2*(x)ClH → (DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate (1259930-90-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; triethylamine; In 1,2-dichloro-ethane; for 3h; Reflux;

DOI:10.1002/aoc.5276

Reference yield:

(DL)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate (1259930-90-9) → (L)-methyl-1-[(1-phenyl-3-ferrocenyl-1-pyrazol-4-yl)-methyl]pyrrolidine-2-carboxylate or ferrocenyl(phenylpyrazol-yl)proline methyl ester + methyl 1-[(1-phenyl-3-ferrocenyl-1-pyrazole-4-yl)methyl]pyrrolidine-2-carboxylate

Guidance literature:

With Chiralcel OD and Chiralpak AS-H chiral columns; at 20 ℃; Resolution of racemate;

DOI:10.1002/aoc.5276

upstream raw materials:

1-phenyl-3-ferrocenyl-1H-pyrazole-4-carbaldehyde

methyl pyrrolidine-2-carboxylate hydrochloride

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